Interchangeability of halogen and ethynyl substituents in the solid state structures of di- and tri-substituted benzenes

James M.A. Robinson, Benson M. Kariuki, Kenneth D.M. Harris*, Douglas Philp

*Corresponding author for this work

Research output: Contribution to journalArticle

46 Scopus citations

Abstract

Examination of the solid state structures of bromo- and fluoro-substituted ethynylbenzenes, determined by single crystal X-ray diffraction, has demonstrated that the halogen and ethynyl substituents on these 1,4- and 1,3,5-substituted benzene rings can be interchanged without significant changes in their average solid state structures. Consideration of these structures, together with those of 1,4- and 1,3,5-substituted halogenobenzenes, suggests that, in most cases, shape complementarity may be of equal importance to interactional complementarity when attempting to rationalise the packing of these molecules in the solid state.

Original languageEnglish (US)
Pages (from-to)2459-2469
Number of pages11
JournalJournal of the Chemical Society. Perkin Transactions 2
Issue number11
StatePublished - Nov 1 1998

ASJC Scopus subject areas

  • Chemistry(all)

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